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Communication | Regular issue | Vol 87, No. 4, 2013, pp.807-814
Published online, 8th March, 2013
DOI: 10.3987/COM-13-12680
■ FACILE SYNTHESIS OF GUAIAZULENE-HETEROCYCLE HYBRIDS VIA MULTICOMPONENT REACTIONS INVOLVING FORMATION OF ZWITTERIONIC INTERMEDIATES

Koichi Sato,* Erina Yokoo, and Naoko Takenaga

*Faculty of Bioscience and Applied Chemistry, Hosei University, 3-7-2 Kajino-cho, Koganei, Tokyo 184-8584, Japan

Abstract

The synthesis of a series of guaiazulene-heterocycle hybrids via zwitterionic intermediates was performed. The multicomponent reactions of 3-isocyano-7-isopropyl-1,4-dimethylazulene 1, dimethyl acetylenedicarboxylate 2, and a third reactant 3 (cyclic CH-acids, phenols, aldehydes or amines) proceeded to afford heterocyclic guaiazulene derivatives 4.